Page last updated: 2024-12-08

pyropheophorbide a

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

pyropheophorbide a: RN given refers to (3S-trans)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID161456
CHEMBL ID520220
CHEMBL ID1807359
CHEBI ID48398
SCHEMBL ID378992
MeSH IDM0120081

Synonyms (27)

Synonym
pyropheophorbide a
CHEBI:48398 ,
(3s-trans)-9-ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoic acid
3-[(3s,4s)-14-ethyl-4,8,13,18-tetramethyl-20-oxo-9-vinylphorbin-3-yl]propanoic acid
C18064
CHEMBL520220
pyropheophorbide
CHEMBL1807359
3-phorbinepropanoic acid, 9-ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxo-, (3s-trans)-
pyropheophorbide-a
3-(ethyl-tetramethyl-oxo-vinyl-[?]yl)propanoic acid
JUDGRMABQJKRPW-UWJYYQICSA-N
IEGUQQKIFBYXLG-UWJYYQICSA-N
SCHEMBL378992
3-phorbinepropanoic acid, 9-ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxo-, (3s,4s)-
3-[(21s,22s)-16-ethenyl-11-ethyl-4-hydroxy-12,17,21,26-tetramethyl-7,23,24,25-tetrazahexacyclo[18.2.1.15,8.110,13.115,18.02,6]hexacosa-1,4,6,8(26),9,11,13(25),14,16,18(24),19-undecaen-22-yl]propanoic acid
pyrophaeophorbide
J-015556
pyropheophorbide alpha
HY-128973
Q27121183
CS-0102957
ppappa
DTXSID901315902
F87241
bdbm50569289
AKOS040744355

Research Excerpts

Overview

Pyropheophorbide a (Pyro) is a widely used photosensitizer for photodynamic therapy (PDT) It has no tumor selectivity and enrichment capability.

ExcerptReferenceRelevance
"Pyropheophorbide a (Pyro) is a widely used photosensitizer for photodynamic therapy (PDT). "( Aptamer-Pyropheophorbide a Conjugates with Tumor Spheroid Targeting and Penetration Abilities for Photodynamic Therapy.
Cai, S; He, Q; Hu, Y; Liu, Y; Liu, Z; Peng, D; Wang, Y; Wen, N; Xiong, H; Yan, J, 2020
)
2.44
"Pyropheophorbide a (Pyro) is a promising photosensitizer; however, it has no tumor selectivity and enrichment capability. "( Folate-Targeted Polyethylene Glycol-Modified Photosensitizers for Photodynamic Therapy.
Chen, Q; Hong, Z; Li, G; Li, S; Liu, Q; Wang, J, 2019
)
1.96

Pharmacokinetics

ExcerptReferenceRelevance
"An open three-compartment pharmacokinetic model was applied to the in vivo quantitative structure-activity relationship (QSAR) data of a homologous series of pyropheophorbide photosensitizers for photodynamic therapy (PDT)."( Parabolic quantitative structure-activity relationships and photodynamic therapy: application of a three-compartment model with clearance to the in vivo quantitative structure-activity relationships of a congeneric series of pyropheophorbide derivatives u
Bellnier, DA; Dougherty, TJ; Henderson, BW; Pandey, RK; Potter, WR; Vaughan, LA; Weishaupt, KR, 1999
)
0.3

Dosage Studied

ExcerptRelevanceReference
" This mechanistic dose-response function was fitted to published, single time point QSAR data for the pheophorbides."( Parabolic quantitative structure-activity relationships and photodynamic therapy: application of a three-compartment model with clearance to the in vivo quantitative structure-activity relationships of a congeneric series of pyropheophorbide derivatives u
Bellnier, DA; Dougherty, TJ; Henderson, BW; Pandey, RK; Potter, WR; Vaughan, LA; Weishaupt, KR, 1999
)
0.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
AlbuminHomo sapiens (human)Kd0.08930.08933.31358.0000AID1758625
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (5)

Processvia Protein(s)Taxonomy
cellular response to starvationAlbuminHomo sapiens (human)
negative regulation of mitochondrial depolarizationAlbuminHomo sapiens (human)
cellular response to calcium ion starvationAlbuminHomo sapiens (human)
cellular oxidant detoxificationAlbuminHomo sapiens (human)
transportAlbuminHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (12)

Processvia Protein(s)Taxonomy
oxygen bindingAlbuminHomo sapiens (human)
DNA bindingAlbuminHomo sapiens (human)
fatty acid bindingAlbuminHomo sapiens (human)
copper ion bindingAlbuminHomo sapiens (human)
protein bindingAlbuminHomo sapiens (human)
toxic substance bindingAlbuminHomo sapiens (human)
antioxidant activityAlbuminHomo sapiens (human)
pyridoxal phosphate bindingAlbuminHomo sapiens (human)
identical protein bindingAlbuminHomo sapiens (human)
protein-folding chaperone bindingAlbuminHomo sapiens (human)
exogenous protein bindingAlbuminHomo sapiens (human)
enterobactin bindingAlbuminHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (11)

Processvia Protein(s)Taxonomy
extracellular regionAlbuminHomo sapiens (human)
extracellular spaceAlbuminHomo sapiens (human)
nucleusAlbuminHomo sapiens (human)
endoplasmic reticulumAlbuminHomo sapiens (human)
endoplasmic reticulum lumenAlbuminHomo sapiens (human)
Golgi apparatusAlbuminHomo sapiens (human)
platelet alpha granule lumenAlbuminHomo sapiens (human)
extracellular exosomeAlbuminHomo sapiens (human)
blood microparticleAlbuminHomo sapiens (human)
protein-containing complexAlbuminHomo sapiens (human)
cytoplasmAlbuminHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (24)

Assay IDTitleYearJournalArticle
AID1758607Drug uptake in human MDA-MB-231 cells by flow cytometric analysis2021European journal of medicinal chemistry, May-05, Volume: 217Using porphyrins as albumin-binding molecules to enhance antitumor efficacies and reduce systemic toxicities of antimicrobial peptides.
AID1581996Phototoxicity in ICR mouse assessed as change in auricles 0.45 mg/kg, iv in presence of 10 mW/cm2 light irradiation for 10 mins upto 7 days measured after 1day of light irradiation by H and E staining based microscopic analysis2020European journal of medicinal chemistry, Feb-01, Volume: 187Synthesis and evaluation of novel chlorophyll a derivatives as potent photosensitizers for photodynamic therapy.
AID1582007Induction of ROS generation in DMF solution assessed as slope of the photodegradation rate of DPBF at 2 uM followed by irradiation measured every 10 secs by spectrophotometric analysis2020European journal of medicinal chemistry, Feb-01, Volume: 187Synthesis and evaluation of novel chlorophyll a derivatives as potent photosensitizers for photodynamic therapy.
AID1582037Phototoxicity in ICR mouse assessed as change in exposed neck skin 0.45 mg/kg, iv in presence of 10 mW/cm2 light irradiation for 10 mins upto 7 days measured after 1day of light irradiation by H and E staining based microscopic analysis2020European journal of medicinal chemistry, Feb-01, Volume: 187Synthesis and evaluation of novel chlorophyll a derivatives as potent photosensitizers for photodynamic therapy.
AID1582001Octanol/water partition coefficient, logP of compound by shake flask method2020European journal of medicinal chemistry, Feb-01, Volume: 187Synthesis and evaluation of novel chlorophyll a derivatives as potent photosensitizers for photodynamic therapy.
AID1582043Phototoxicity in guinea pig assessed as change in back skin at 4.5 mg/kg, iv in presence of 10 mW/cm2 light irradiation for 10 mins measured after 1day of light irradiation by H and E staining based microscopic analysis2020European journal of medicinal chemistry, Feb-01, Volume: 187Synthesis and evaluation of novel chlorophyll a derivatives as potent photosensitizers for photodynamic therapy.
AID1758630Phototoxicity against mouse 4T1 cells in presence of illumination by MTT assay relative to control2021European journal of medicinal chemistry, May-05, Volume: 217Using porphyrins as albumin-binding molecules to enhance antitumor efficacies and reduce systemic toxicities of antimicrobial peptides.
AID1758629Phototoxicity against mouse 4T1 cells in presence of illumination by MTT assay2021European journal of medicinal chemistry, May-05, Volume: 217Using porphyrins as albumin-binding molecules to enhance antitumor efficacies and reduce systemic toxicities of antimicrobial peptides.
AID1581997Phototoxicity in ICR mouse assessed as ear weight at 0.45 mg/kg, iv followed by 10 mW/cm2 light irradiation for 10 mins at 7 days after drug challenge measured after 1 day of light irradiation (13.2 +/- 1.6 mg)2020European journal of medicinal chemistry, Feb-01, Volume: 187Synthesis and evaluation of novel chlorophyll a derivatives as potent photosensitizers for photodynamic therapy.
AID1393351Drug degradation assessed as singlet oxygen release by measuring DPBF oxidation rate in presence of 650 nm light by UV-vis spectrophotometer2018Bioorganic & medicinal chemistry letters, 09-01, Volume: 28, Issue:16
Synthesis and biological evaluation of 17
AID1582042Phototoxicity in guinea pig assessed as change in auricles of left ear at 4.5 mg/kg, iv in presence of 10 mW/cm2 light irradiation for 10 mins measured after 1day of light irradiation by H and E staining based microscopic analysis2020European journal of medicinal chemistry, Feb-01, Volume: 187Synthesis and evaluation of novel chlorophyll a derivatives as potent photosensitizers for photodynamic therapy.
AID1758608Drug uptake in human L02 cells by flow cytometric analysis2021European journal of medicinal chemistry, May-05, Volume: 217Using porphyrins as albumin-binding molecules to enhance antitumor efficacies and reduce systemic toxicities of antimicrobial peptides.
AID1582040Phototoxicity in guinea pig assessed as change in right ear weight 4.5 mg/kg, iv followed by 10 mW/cm2 light irradiation for 10 mins measured after 1 day of light irradiation (Rvb = 40.4 +/- 2.4 mg)2020European journal of medicinal chemistry, Feb-01, Volume: 187Synthesis and evaluation of novel chlorophyll a derivatives as potent photosensitizers for photodynamic therapy.
AID1071731Inhibition of soybean lipoxygenase at 100 uM2014Bioorganic & medicinal chemistry letters, Mar-01, Volume: 24, Issue:5
Lipoxygenase inhibitors derived from marine macroalgae.
AID1758625Binding affinity to human serum albumin assessed as dissociation constant by fluorescence emission spectrophotometric analysis2021European journal of medicinal chemistry, May-05, Volume: 217Using porphyrins as albumin-binding molecules to enhance antitumor efficacies and reduce systemic toxicities of antimicrobial peptides.
AID1581998Phototoxicity in ICR mouse assessed as ear weight at 0.45 mg/kg, iv followed by 10 mW/cm2 light irradiation for 10 mins at 5 days after drug challenge measured after 1 day of light irradiation (Rvb = 12.9 +/- 1.4 mg)2020European journal of medicinal chemistry, Feb-01, Volume: 187Synthesis and evaluation of novel chlorophyll a derivatives as potent photosensitizers for photodynamic therapy.
AID1582005Absorption property of compound in DMSO assessed as strong absorption wavelength at 1 x 10'-3 M by UV-spectra analysis2020European journal of medicinal chemistry, Feb-01, Volume: 187Synthesis and evaluation of novel chlorophyll a derivatives as potent photosensitizers for photodynamic therapy.
AID1581999Phototoxicity in ICR mouse assessed as ear weight at 0.45 mg/kg, iv followed by 10 mW/cm2 light irradiation for 10 mins at 3 days after drug challenge measured after 1 day of light irradiation (Rvb = 12.8 +/- 1.5 mg)2020European journal of medicinal chemistry, Feb-01, Volume: 187Synthesis and evaluation of novel chlorophyll a derivatives as potent photosensitizers for photodynamic therapy.
AID1582000Phototoxicity in ICR mouse assessed as ear weight at 0.45 mg/kg, iv followed by 10 mW/cm2 light irradiation for 10 mins at 1 day after drug challenge measured after 1 day of light irradiation (Rvb = 12.6 +/- 1.2 mg)2020European journal of medicinal chemistry, Feb-01, Volume: 187Synthesis and evaluation of novel chlorophyll a derivatives as potent photosensitizers for photodynamic therapy.
AID1582039Phototoxicity in guinea pig assessed as change in left ear weight 4.5 mg/kg, iv followed by 10 mW/cm2 light irradiation for 10 mins measured after 1 day of light irradiation (Rvb = 39.2 +/- 1.8 mg)2020European journal of medicinal chemistry, Feb-01, Volume: 187Synthesis and evaluation of novel chlorophyll a derivatives as potent photosensitizers for photodynamic therapy.
AID1582044Induction of ROS generation in DMF solution assessed as ROS quantum yield at 2 uM followed by irradiation measured every 10 secs by spectrophotometric analysis2020European journal of medicinal chemistry, Feb-01, Volume: 187Synthesis and evaluation of novel chlorophyll a derivatives as potent photosensitizers for photodynamic therapy.
AID1582006Emission property of a compound in DMSO assessed as red shift at 5 uM on excitation with light at 410 to 415 nm by 3D fluorescence spectra analysis2020European journal of medicinal chemistry, Feb-01, Volume: 187Synthesis and evaluation of novel chlorophyll a derivatives as potent photosensitizers for photodynamic therapy.
AID1582041Phototoxicity in guinea pig assessed as change in back skin weight 4.5 mg/kg, iv followed by 10 mW/cm2 light irradiation for 10 mins measured after 1day of light irradiation (Rvb = 72.4 +/- 3.1 mg)2020European journal of medicinal chemistry, Feb-01, Volume: 187Synthesis and evaluation of novel chlorophyll a derivatives as potent photosensitizers for photodynamic therapy.
AID608396Induction of estrogen receptor-mediated compound internalization in human MCF-7 cells at 10 umol by fluorescence microscopy2011Bioorganic & medicinal chemistry letters, Aug-01, Volume: 21, Issue:15
Internalization of a C17α-alkynylestradiol-porphyrin conjugate into estrogen receptor positive MCF-7 breast cancer cells.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (93)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (2.15)18.7374
1990's4 (4.30)18.2507
2000's20 (21.51)29.6817
2010's49 (52.69)24.3611
2020's18 (19.35)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 35.98

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index35.98 (24.57)
Research Supply Index4.64 (2.92)
Research Growth Index5.38 (4.65)
Search Engine Demand Index50.49 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (35.98)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (0.97%)6.00%
Case Studies2 (1.94%)4.05%
Observational1 (0.97%)0.25%
Other99 (96.12%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]